Off market since Sep 2026

The Story

1421 Chestnut Avenue

Winter Park, FL 32789 · Home

Under contract-accepting backup offers. Prime Winter Park builder and luxury custom home opportunity with rare dual access! Nestled in this Winter Park enclave just one block from the Via Streets, this location offers a massive competitive advantage and features a dedicated rear easement providing direct vehicle or construction access to the adjacent side street (Sunset). Whether you are an investor looking for a high-end project or designing your private sanctuary, this unique dual-access point is a designer’s dream—opening up incredible architectural flexibility, private rear-loading/garage options, or seamless construction staging. The property boasts an unobstructed view of the serene park setting at the intersection of Chestnut and Sunset, providing a picturesque backdrop for custom luxury home architecture. Surrounding properties are rapidly redeveloping into spectacular modern estates. …


Facts & Features

Property Info

Price
$750,000
Completion Year
1,952
Living Space
1,325 sq ft
Floors
1
Bedrooms
3
Bathrooms
1
Garage
1 spaces

Features & Amenities

Garage / Parking

1 space

Fireplace

Yes

Cooling

Central Air

Heating

Electric

Appliances

Range

Flooring

Wood

Roof

Shingle

Water Source

Public

Sewer

Public Sewer

Listing Broker

CHARLES RUTENBERG REALTY ORLANDO

Broker Name

CHARLES RUTENBERG REALTY ORLANDO

Agent

Barry Sanford PA